Class A CDL Truck Driver - Chicago OTR Division
$1,900 - $2,400 per weekMBOzaak
Our routes often begin or conclude in this region, giving local drivers reliable home time on nationwide runs doing over the road services. We are actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Chicago, IL area and surrounding communities. Chicago is one of our largest and most active markets in the Midwest, with high freight volume, diverse route options, and strong demand across multiple lanes. Typical Pay Highlights 30% of line haul OR 65 a mile + bonuses (the choice most solo drivers prefer). Average weekly gross: $1,900 – $2,400 with peaks reaching $2,700+ on legal hours. Switch between percentage and miles pay whenever you choose. Consistent drivers earned between $115,000 and $125,000 in 2025. A few exceptional top performers reached $145,000 last year driving full time. Anyone who wants to put in the effort will make good money! Pay Details & Realistic Expectations Pay is performance-based. In 2025, 87% of our drivers went with the 30% percentage plan because it consistently delivered better earnings in the current market. Slow season (Q1) typically ranges from $1,900–$2,100 per week with some weeks hitting $2,400. Peak seasons (Q2 and Q4) usually run $2,100–$2,400 with some $2,700 weeks. Q3 is somewhere between. This seasonal pattern has been reliable for the past 25 years. Everyone is different, Some guy who work harder than others, are fit and able, and who work well with our dispatchers consistently blow the numbers away. Pay Options Percentage Pay (Best Option for Most Solos) – We pay up to 30% of line haul plus bonuses. We intentionally keep miles lower on percentage (2,000–2,500 in slow season and up to 3,000 in busy season) because it maximizes earnings, reduces fuel costs, and helps prevent burnout. Miles Pay Option – Switch at any time. Up to 65 cents per mile plus bonuses based on experience and record. Typical miles: 2,500–3,600 per week. Team Pay (Miles Only) – Up to 75¢ per mile split. Average $2,000–$2,600 per driver per week. Note: Solo percentage pay is currently the stronger choice in this market. What Makes DSL Express Different We are a well‑established company with 25 years in business since 2001 – large enough to offer strong support and modern equipment, yet small enough that every driver counts. We welcome veterans and give fair‑chance employment to anyone ready to work hard. 24/7 dispatch from three offices with real experienced staff. Modern trucks (mostly automatics with some manuals available) equipped with fridges and inverters. Company‑owned mechanic shops in Chicago and Las Vegas. Dedicated dispatchers who learn your style and preferences. All no‑touch freight in dry van or reefer trailers. Strong carrier partnerships that combine big‑company resources with a family‑owned feel. Perks No forced dispatch. Ability to take the truck home during hometime with parking support. Fuel cards and EZ‑Passes provided. Weekly direct deposit. Flexible and reliable home time. Dedicated lanes can be set up for consistent drivers. Hazard occupational insurance covering lost wages, medical, and beneficiary. Monthly bonuses for safety, delivery performance, and communication. Extra bonuses for successful DOT inspections. Job Description Class A CDL required (additional endorsements a plus). Minimum 2+ years verifiable CDL experience. Clean MVR and acceptable PSP report. Dry van or reefer – all no‑touch freight. Must be comfortable with modern ELD systems and able to pass pre‑employment drug screen. Minimum Driver Qualifications Must be physically fit and prepared for the demands of over‑the‑road driving. Valid Class A CDL with no pending suspensions. Up‑to‑date valid medical card. No failed or refused drug/alcohol tests in the last 4 years. No DWI, DUI, or BAC convictions in the last 4 years. No reckless driving convictions in the last 3 years. No more than 3 moving violations or accidents in the last 3 years. No license suspension for points or unpaid tickets in the last 3 years. No more than 2 moving violations in the past year. At least 3+ years of verifiable work history (including non‑driving time). #J-18808-Ljbffr
$100k
...Company Driver | Flatbed Location: Chicago Ridge, IL Company:... ...Route Type: otr Start Date:... ...Flatbed and Dry Van divisions for company drivers... ...* ~ Dependable trucks : Well-... ...TRAINING YOU NEED! (CDL-A required) INTERESTED... ...~ Valid CDL-A (Class A CDL) ~21+...Class a cdlFull timeImmediate start- ...Knight Transportation Truck Driver More Miles. More Pay... ...experienced truck drivers in Chicago, IL and the surrounding... ...team. With various CDL A Over The Road routes... ...team will help find the OTR reefer route that works... ...years old and hold a valid Class A license No DUI...Class a cdlTemporary workFlexible hours
$125k - $135k
...Company Driver | Refrigerated Location: Chicago, IL Company: CRST, The Transportation... ...) Route Type: otr Start Date: ASAP... ...looking for Experienced CDL A Team Truck Drivers to Haul Dedicated... ...hope. Our blood plasma division delivers life-saving materials...Class a cdlWeekly payFull timeLocal areaImmediate startRelocation package$93k
...Company Driver | Refrigerated Location: Chicago, IL Company: Van Eerden Trucking Company Pay: Competitive weekly... ...) Route Type: otr Start Date: ASAP... ...West Coast Solo OTR CDL-A CAREER OPPORTUNITIES... ...are looking for Solo Class A Commercial Drivers...Class a cdlWeekly payFull timeTemporary workImmediate startFlexible hours$190k - $230k
...Company Driver | Refrigerated Location: Chicago, IL Company: Van Eerden Trucking Company Pay: $0.73 to $0.78... ...mile Route Type: otr Start Date: ASAP... ...Position Team Driver OTR CDL-A CAREER OPPORTUNITIES... ...are looking for Team Class A Commercial Drivers...Class a cdlWeekly payFull timeTemporary workImmediate startFlexible hours$1,000 per week
...hiring experienced Regional CDL A Drivers for a dedicated freight... ...between Cedar Rapids, Iowa and Chicago, Illinois. This is a great opportunity for a Class A truck driver looking for... ...of the applicable driving division. Regional or OTR experience is preferred but...Class a cdlWeekly payRelocation package- ...delivering more for our drivers. More Miles. More Pay. More... ...for new and experienced truck drivers to join the team. With various CDL A Over The Road routes available... ...help find the dry van OTR route that works best for... ...old and hold a valid Class A license No DUI within...Class a cdlTemporary workFlexible hours
$15k
...Company Driver | Dry Van Location: Chicago, IL Company: Online Transport Pay: Competitive... ...inquire for details) Route Type: otr, regional Start Date: ASAP... ...and safety conscious Class A CDL Company Truck Drivers to join our team! ~ Regional...Class a cdlWeekly payFull timeTemporary workImmediate startRelocation package- ...Chicago to Barry, IL Equip.Type: Dry Van Home Time: Home Daily... ...: Experienced (6+ Months OTR) 2,500 weekly miles! Description... ...to delivering more for our drivers. More Miles. More Pay. More... ...Transportation is looking for experienced Class A CDL Truck drivers to run from Chicago...Class a cdlTemporary workLocal areaFlexible hoursNight shift
- ...Company Driver | Flatbed Location: Chicago, IL Company: MK Trucking Pay: $0.63 to $0.70 per mile Route Type: otr, regional Start Date: ASAP About the Position... ...Requirements Requirements • Valid CDL Class A License • Minimum 1.5 Years of...Class a cdlFull timeImmediate startRelocation package
$1,000 - $1,100 per week
...Company Driver | Refrigerated Location: Chicago, IL Company: Schneider Pay:... ...increase - Over-the-Road (OTR) Van Truckload truck driver Average pay:... ...week Experience: All CDL holders Overview ~... ...Valid Class A Commercial Driver’s License...Class a cdlHourly payWeekly payFull timeApprenticeshipImmediate startRelocation package- ...CLASS A COMPANY DRIVER BENEFITS ~ Qualified Drivers can earn up to .63 cents per mile ~$3000 Sign... ...Freightliners and Internationals. ~ All trucks governed at 70 MPH ~ Health, Dental... ...Must have a valid Class A CDL A minimum of 24 years of age Two...Class a cdlWeekly payRelocation package
$85k - $90k
...Job Description Navajo Express is Now Hiring Experienced CDL-A OTR Refrigerated Truck Driver – Company Driver Job Summary Navajo Express is hiring experienced Commercial Driver's License Class A (CDL-A) Over-the-Road (OTR) Refrigerated Company Drivers. Applicants...Class a cdlImmediate start$85k - $128k
...Hiring CDL-A Team Drivers TEAMS EARN MORE - Teams earn base pay 68-74CPM per truck* PUT YOUR TEAM'S CAREER IN DRIVE - Pre-existing teams welcome, or get matched... ...basis. Driver Requirements ~ Valid Class A CDL ~1+ year OTR experience OR 6+ months flatbed...Class a cdlFull timeFlexible hours$95k - $104k
...Company Driver | Refrigerated Location: Chicago, IL Company: CRST, The Transportation Solution Pay... ...inquire for details) Route Type: otr Start Date: ASAP About... ...America. We are looking for Experienced CDL A Team Truck Drivers to Haul Dedicated freight...Class a cdlWeekly payFull timeLocal areaImmediate startRelocation package- ...Job Description Job Description Class A CDL OTR Truck Driver | Solo & Team Drivers We are looking for dependable and safety-focused Class A CDL Drivers to join our growing trucking company. We are currently hiring both Solo and Team Drivers for consistent OTR...Class a cdlCurrently hiring
$1,045 - $2,185.17 per week
...Job Description Job Description Flatbed CDL-A Driver, OTR Route: $1,045.00 - $2,185.17 per week. System Transport is hiring CDL-A... ...hauling steel, machinery, building materials, and more. Division 200 OTR ~ Earn $1,045.00 - $2,185.17/week ($54,353.00 - $1...Class a cdl$1,300 - $2,500 per week
...Job Description CDL-A Hazmat Tanker Driver | $1,300–$2,500+/Week | Home Weekly | Chicago, ILPropane & Butane (... ...-A DRIVERS — WE HAVE TRUCKS TO FILL. DHT Group is... ...growing Propane & Butane Division serving the Chicago,... ...~ Valid Class A CDL ~ Hazmat (H)...Class a cdlHourly paySeasonal workNight shiftWeekend work$2,200 - $3,000 per week
...* Referral Bonus: $1,000 DRIVER PERKS & EQUIPMENT * Choice of... ...tax classification * Newer Truck Models available * Pet Friendly... ...QUALIFICATIONS & REQUIREMENTS * Valid Class A CDL * 24 Months Verifiable Class... ...Experience (Minimum 12 Months OTR Experience) * Clean Driving...Class a cdl$1,650 per week
...Solo Drivers: 2,000+ Miles Per Week On Average Up to $7,500 Sign On Bonus Top 20% of our OTR Drivers earn $1,650 Weekly Team Drivers:... ...Miles & Freight with this truck driving job Qualifications: Must have Class A License (CDL A) & 21 years or older....Class a cdlTemporary workRelocation packageFlexible hours- ...Warrior Staffing is hiring experienced OTR CDL A Drivers for a long-haul trucking opportunity offering strong miles,... ...earning potential for qualified Class A drivers. This position is available... .... Keywords: Class A Driver, Location: Chicago, IL - 60608 , PL: 604155730Class a cdlImmediate startFlexible hours
$1,057 - $1,769 per week
...Freightliner & International Tractors Route: Runs from the Chicago area to markets in MN, NE, ND, MO, and KS Average Miles: 2,... ...Detention Pay, Breakdown Pay Requirements Must have a valid Class A CDL Must have at least 6 months of tractor-trailer driving...Class a cdl$650 per month
...Company Driver | Dry Van Location: Chicago, IL Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position Regional Drivers Needed ~ Consistent + Flexible...Class a cdlWeekly payFull timeImmediate startRelocation packageFlexible hours$1,450 - $2,100 per week
...Description Now Hiring at U.S. Xpress OTR CDL-A Drivers Needed Up to $4,000 Sign-On Bonus* - Top... .... Additional Benefits: ~ Newer trucks averaging 18 months ~ Paid... ...insurance Requirements: Must have Class A License (CDL-A) At least 3 months of...Class a cdlTemporary workImmediate startRelocation packageFlexible hours$1,500 per week
...Class A CDL Solo Truck Driver - Recent Graduates OK! ***Please read to make sure you qualify :) Position Details: ~ Average $1500.00+ Weekly... ...Weeks Out-2 Days Home- ~ Home Weekly Available as Well ~ Otr And Regional Positions Available ~ Gain 3 Months Of Experience...Class a cdlWeekly paySelf employmentLocal area$1,900 per week
...CDL-A Dedicated Regional Driver Good Pay + Home Weekly Earn an average of $1,900 per... ...Jefferson, OH into the Chicago area. Enjoy 2-3 days home weekly... ...Job Requirements Valid Class A CDL Minimum 3 months... ...~ Automatic transmission trucks ~28' and 53' trailers ~...Class a cdlWeekly payTemporary workShift workNight shiftWeekend work- Class A CDL Truck Driver OTR Position Job Job description: CDL A OTR DRIVERS – ALL 48 STATES $0.65–$0.70 CPM | ALL Miles Paid | Weekly Direct Deposit Chicago-based family carrier hiring experienced OTR drivers. This is TRUE OTR (3+ weeks out / CA 4+ weeks). 24/7 support...Class a cdlWeekly payFull timeContract work
$1,375 - $1,700 per week
...Company Driver | Flatbed Location: Chicago, IL Company: Schneider Pay: Competitive... ...- Dedicated Flatbed truck driver - Metrie Average... ...Week Experience: All CDL holders Overview ~ Haul... ...Qualifications Valid Class A Commercial Driver’s License...Class a cdlHourly payWeekly payFull timeApprenticeshipImmediate startRelocation package- ...KAG Specialty Products is hiring OTR CDL‑A Drivers who want to stay out, run hard, and earn BIG.If you’re willing to stay “in system” for at least 14 consecutive days, this is one of the highest‑earning mileage packages in the industry. CDL‑A OTR Drivers — High Mileage...Class a cdl
$1,070 - $1,310 per week
...Company Driver | Refrigerated Location: Chicago, IL Company: Schneider Pay: Competitive... ...the Position Dedicated truck driver - Whirlpool... ...Weekly Experience: All CDL holders Overview ~ Haul... ...Qualifications Valid Class A Commercial Driver’s License...Class a cdlHourly payWeekly payFull timeApprenticeshipImmediate startRelocation package
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